NP-MRD: Showing NP-Card for Anodendrine (NP0139946)

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Record Information

Version

2.0

Created at

2022-06-29 20:17:53 UTC

Updated at

2022-06-29 20:17:53 UTC

NP-MRD ID

NP0139946

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Anodendrine

Description

Anodendrine belongs to the class of organic compounds known as pyrrolizidines. Pyrrolizidines are compounds containing a pyrrolizidine, which is a bicyclic ring system made up of two fused pyrrolidine ring sharing a nitrogen atom. Based on a literature review very few articles have been published on Anodendrine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.3207    0.3571    0.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9160   -0.0964    1.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7218   -1.5061    1.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8763    0.7026    0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4659    0.2856    1.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3104    0.4047   -0.1620 N   0  0  1  0  0  4  0  0  0  0  0  0
    0.0198    1.6750   -0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926    2.1114   -1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968    1.2599   -0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.3798    0.1164 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2074   -1.0277   -0.0974 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9287   -1.5741    1.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5718   -2.6042    1.6701 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0752   -0.9278    1.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9628   -1.7771   -0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.6906   -1.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3727    1.4661    1.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5845    0.1180   -0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0361   -0.1858    1.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6394   -2.0910    1.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9352   -1.9270    0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -1.5637    2.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0532    1.7214    0.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4480   -0.7103    1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0447    0.9615    1.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115    1.6096   -1.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2464    2.4669   -0.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5495    3.1714   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288    2.0142   -2.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8328    0.6546   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223    1.8513   -0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9607    0.7525    1.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8957   -1.1056   -0.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968    0.0470    1.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1565   -2.6030   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5093   -2.2383    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199   -0.9727   -1.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6021   -0.4093   -2.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  6  5  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 15  1  0
 15 16  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 10  6  1  0
 16  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  1
 11 33  1  6
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 14 34  1  0
M  CHG  1   6   1
M  END


  Mrv1652306292222172D          

 16 17  0  0  1  0            999 V2000
   -1.3588   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5692   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    1.3977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312    0.9561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6443   -1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 10 13  1  1  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  2 16  1  0  0  0  0
M  CHG  1   5   1
M  END
> <DATABASE_ID>
NP0139946

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC[N+]12CCC[C@@H]1[C@H](CC2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H21NO2/c1-10(2)5-8-14-7-3-4-12(14)11(6-9-14)13(15)16/h5,11-12H,3-4,6-9H2,1-2H3/p+1/t11-,12+,14?/m0/s1

> <INCHI_KEY>
SEQFLUHCWYJYBN-KTYPHDMWSA-O

> <FORMULA>
C13H22NO2

> <MOLECULAR_WEIGHT>
224.323

> <EXACT_MASS>
224.164505373

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
25.688020500476426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,7aR)-1-carboxy-4-(3-methylbut-2-en-1-yl)-octahydropyrrolizin-4-ium

> <ALOGPS_LOGP>
0.82

> <JCHEM_LOGP>
-2.360907084471746

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.392770830973722

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
75.858

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,7aR)-1-carboxy-4-(3-methylbut-2-en-1-yl)-hexahydro-1H-pyrrolizin-4-ium

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.536  -4.326   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.203  -3.556   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.131  -4.326   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.465  -3.556   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.465  -2.016   0.000  0.00  0.00           N+1
HETATM    6  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.905  -1.246   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.929  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.405   1.465   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.375   2.609   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.911   1.785   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.203  -2.016   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9   12                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    5                                                       
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    2                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₂₂NO₂

Average Mass

224.3230 Da

Monoisotopic Mass

224.16451 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CC[N+]12CCC[C@@H]1[C@H](CC2)C(O)=O

InChI Identifier

InChI=1S/C13H21NO2/c1-10(2)5-8-14-7-3-4-12(14)11(6-9-14)13(15)16/h5,11-12H,3-4,6-9H2,1-2H3/p+1/t11-,12+,14?/m0/s1

InChI Key

SEQFLUHCWYJYBN-KTYPHDMWSA-O

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolizidines. Pyrrolizidines are compounds containing a pyrrolizidine, which is a bicyclic ring system made up of two fused pyrrolidine ring sharing a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizidines

Sub Class

Not Available

Direct Parent

Pyrrolizidines

Alternative Parents

Substituents

Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolizidine
N-alkylpyrrolidine
Pyrrolidine
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Organic oxide
Hydrocarbon derivative
Organic cation
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90470828

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Anodendrine (NP0139946)

MOL for NP0139946 (Anodendrine)

3D MOL for NP0139946 (Anodendrine)

3D SDF for NP0139946 (Anodendrine)

3D-SDF for NP0139946 (Anodendrine)

PDB for NP0139946 (Anodendrine)

3D PDB for NP0139946 (Anodendrine)

SMILES for NP0139946 (Anodendrine)

INCHI for NP0139946 (Anodendrine)

Structure for NP0139946 (Anodendrine)

3D Structure for NP0139946 (Anodendrine)